3744 Gulf Dr
Sanibel, FL 33957
4 bd 4 ba 3,486 sqft Built 1982 Lot 19,036 sqft single_family
Most recent sale
$1,950,000
May 28, 2021
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Jul 14, 2025 | Sold | $1,525,000 | Public Record |
| Jul 11, 2025 | Sold | $1,525,000 | FLGulfCoastMLS |
| Apr 26, 2025 | Price changed | $1,599,000 | SanibelCaptiva |
| Mar 26, 2025 | Price changed | $1,699,000 | SanibelCaptiva |
| Mar 2, 2025 | Relisted | $1,749,000 | SanibelCaptiva |
| Dec 23, 2024 | Listed | $1,849,000 | SanibelCaptiva |
| May 31, 2024 | Listing removed | $1,950,000 | BonitaSprings |
| Feb 18, 2024 | Price changed | $1,950,000 | FLGulfCoastMLS |
| Jan 15, 2024 | Relisted | $2,189,000 | SanibelCaptiva |
| Dec 8, 2023 | Listing removed | — | SanibelCaptiva |
| Dec 7, 2023 | Listed | $2,189,000 | FLGulfCoastMLS |
| Jun 16, 2023 | Listed | $2,189,000 | SanibelCaptiva |
| May 28, 2021 | Sold | $1,950,000 | Public Record |
| Apr 21, 2021 | Listing removed | — | SanibelCaptiva |
| Apr 20, 2021 | Sold | $1,950,000 | FLGulfCoastMLS |
| Mar 24, 2021 | Listed | $1,939,000 | SanibelCaptiva |
| Apr 21, 2015 | Sold | $1,500,000 | FLGulfCoastMLS |
| Jan 22, 2015 | Listing removed | $1,595,000 | SanibelCaptiva |
| Dec 18, 2014 | Price changed | $1,595,000 | SanibelCaptiva |
| Jun 20, 2014 | Listed | $1,695,000 | SanibelCaptiva |
| Jun 17, 2014 | Listing removed | $1,795,000 | FLGulfCoastMLS |
| Jun 15, 2014 | Listing removed | $1,795,000 | SanibelCaptiva |
| Jan 6, 2014 | Price changed | $1,795,000 | FLGulfCoastMLS |
| Jan 3, 2014 | Price changed | $1,795,000 | SanibelCaptiva |
| Dec 3, 2013 | Relisted | $1,895,000 | SanibelCaptiva |
| Nov 22, 2013 | Listing removed | $1,895,000 | SanibelCaptiva |
| Nov 21, 2013 | Listed | $1,895,000 | FLGulfCoastMLS |
| Nov 15, 2013 | Listed | $1,895,000 | SanibelCaptiva |
| Jun 3, 2009 | Listing removed | $1,775,000 | FLGulfCoastMLS |
| Jun 1, 2009 | Listing removed | $1,775,000 | SanibelCaptiva |
| Apr 14, 2009 | Listed | $1,775,000 | FLGulfCoastMLS |
| Dec 9, 2008 | Listed | $1,775,000 | SanibelCaptiva |
| Jun 1, 1985 | Sold | $235,000 | Public Record |
| Jan 1, 1980 | Sold | $35,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $492,506 | $500,781 | $993,287 | $14,555 |
| 2024 | $492,506 | $500,781 | $993,287 | $14,131 |
| 2021 | — | — | $1,230,690 | $17,375 |
| 2020 | $784,458 | $429,240 | $1,213,698 | $17,780 |
| 2019 | $811,892 | $429,240 | $1,241,132 | $18,295 |
| 2018 | — | — | $1,243,945 | $18,708 |
| 2017 | — | — | $1,218,359 | $18,732 |
| 2016 | — | — | $1,193,300 | $18,666 |
| 2015 | $536,528 | $257,145 | $793,673 | $10,079 |
| 2014 | — | — | $676,919 | $10,054 |
| 2013 | — | — | $671,986 | $10,098 |
| 2012 | — | — | $919,792 | $9,508 |
| 2011 | — | — | $578,089 | $9,764 |
| 2010 | — | — | $586,275 | $9,734 |
| 2009 | — | — | $678,200 | $11,036 |
| 2008 | — | — | $712,840 | $11,052 |
| 2007 | — | — | $692,570 | $10,978 |
Property facts
Year built
1982
Property type
single_family
Stories
2
Beds
4
Baths
4
Living area
3,486 sqft
Lot size
19,036 sqft
ZIP code
33957
City
Sanibel
Street
Gulf Dr
Coordinates
26.43221, -82.11259
Comparable properties nearby
Investment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$6,449
Gross rental yield
3.97%
Implied cap rate
2.58%
Trend-extrapolated value
—
Frequently asked questions
When did 3744 Gulf Dr last sell?
3744 Gulf Dr most recently sold on May 28, 2021 for $1,950,000.
What is the current tax assessment for 3744 Gulf Dr?
The most recent total assessment for 3744 Gulf Dr (year 2025) is $993,287 with $14,555 in property tax.
How does 3744 Gulf Dr's assessment compare to its last sale price?
The current assessment is 49.1% below the last sale price of $1,950,000.
When was 3744 Gulf Dr built?
3744 Gulf Dr was built in 1982.
How does 3744 Gulf Dr compare to others on Gulf Dr?
We track 8 other properties on Gulf Dr. Browse the list under "Other properties on Gulf Dr" to compare beds, baths, and sale history.
What are the property facts for 3744 Gulf Dr?
3744 Gulf Dr is a 4 bed, 4 bath, 3,486 sqft, 19,036 sqft lot single_family.
Is 3744 Gulf Dr a flip candidate?
No — 3744 Gulf Dr does not appear in our flips dataset.
Is 3744 Gulf Dr a tax-appeal candidate?
No — 3744 Gulf Dr is not currently flagged as a tax-appeal candidate.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
-1.2%
Implied 1-yr
-4.7%
2026 Q3
$998.4K
2026 Q4
$985.8K
ZIP 33957 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Gulf Dr